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US4442295A Expired / Lapsed US ⏱️ 0.0 years remaining

3-Cyano indoles as intermediates for cardioselective compounds

Assignee: Roche Diagnostics GmbH
•
Filing: 1981-07-29
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Granted: 1984-04-10
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Expires: 2001-07-29
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Abstract

Abstract The present invention provides indole derivatives of the general formula: <IMAGE> (I) wherein R1 is a hydrogen atom, an aralkyl radical or a radical of the general formula: <IMAGE> in which B is a reactive group or, together with R5, represents a valency bond, and R5 is a hydrogen atom or an aliphatic or aromatic acyl radical, R2 is a hydrogen atom or a lower alkyl radical, R3 is a hydrogen atom, a methyl radical or a -CH2-O-R5 radical, R5 having the same meaning as above, and R4 is an aminocarbonyl, cyano, oximinomethyl, formyl, hydroxymethyl or lower alkoxycarbimidoyl radical, with the proviso that R1 is not an aralkyl radical when R4 is a formyl radical. The present invention also provides processes for the preparation of these compounds. Furthermore, the present invention is concerned with the use of these compounds for the preparation of compounds with a heart and circulatory activity.

Inventors

  • 👤 Helmut Michel
  • 👤 Wolfgang Kampe
  • 👤 Roland Ofenloch

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-08 17:40
CPC Classifications
C; C07; C07D; C07D405/00; C07D405/02; C07D405/12; A; A61; A61P; A61P9/00; C07D209/00; C07D209/02; C07D209/04; C07D209/10; C07D209/12; C07D209/14; C07D209/30; C07D209/42

Claims Analysis

Total Claims: 7
Claim 1
Independent Claim 80 words
An indole of the formula ##STR11## in which R 1 is a hydrogen atom, a phenyl-C 1-4 -alkyl radical or a radical of the formula ##STR12## B is a chlorine or bromine atom, or a mesyloxy or tosyloxy radical, or together with R 5 is a valency bond, R 5 is a hydrogen or an acetyl, formyl or benzoyl radical, or together with B is a valency bond, and R 2 is a hydrogen atom or C 1-6 -alkyl radical.
Claim 2
Dependent Claim 80 words
An indole of the formula ##STR11## in which R 1 is a hydrogen atom, a phenyl-C 1-4 -alkyl radical or a radical of the formula ##STR12## B is a chlorine or bromine atom, or a mesyloxy or tosyloxy radical, or together with R 5 is a valency bond, R 5 is a hydrogen or an acetyl, formyl or benzoyl radical, or together with B is a valency bond, and R 2 is a hydrogen atom or C 1-6 -alkyl radical.
Claim 3
Dependent Claim 15 words
A compound according to claim 1, wherein such compound is 4-hydroxy-3-cyanoindole of the formula ##STR13##
Claim 4
Dependent Claim 15 words
A compound according to claim 1, wherein such compound is 4-(2,3-epoxypropoxy)-3-cyanoindole of the formula ##STR14##
Claim 5
Dependent Claim 15 words
A compound according to claim 1, wherein such compound is 4-benzyloxy-3-cyanoindole of the formula ##STR15##
Claim 6
Dependent Claim 15 words
A compound according to claim 1, wherein such compound is 4-(2,3-epoxypropoxy)-3-cyano-6-methylindole of the formula ##STR16##
Claim 7
Dependent Claim 15 words
A compound according to claim 1, wherein such compound is 4-(2,3-epoxypropoxy)-3-cyano-6-t-butylindole of the formula ##STR17##

References Cited (Backward Citations)

US3072530A Cited
US3226399A Cited
DE1905881A1 Cited
DE2626890A1 Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1987-04-10 1987-10-10 1988-04-10 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1991-04-10 1991-10-10 1992-04-10 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1995-04-10 1995-10-10 1996-04-10 $7700.00 Window Closed / Lapsed

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